SYNTHESIS OF THE ACYLTETRONIC ACID IONOPHORE TETRONASIN (ICI-M139603)

Citation
Sv. Ley et al., SYNTHESIS OF THE ACYLTETRONIC ACID IONOPHORE TETRONASIN (ICI-M139603), Journal of the Chemical Society. Perkin transactions. I (Print), (15), 1998, pp. 2259-2276
Citations number
76
Categorie Soggetti
Chemistry Inorganic & Nuclear
ISSN journal
0300922X
Issue
15
Year of publication
1998
Pages
2259 - 2276
Database
ISI
SICI code
0300-922X(1998):15<2259:SOTAAI>2.0.ZU;2-O
Abstract
A synthetic strategy for the preparation of tetronasin 1, an acyltetro nic acid ionophore demonstrating antibiotic, antiparasitic and growth promotion in ruminants is described. The key step involves a metal med iated cyclization reaction which creates two rings and four new stereo centres in a highly efficient manner. The configurations of three of t hese stereocentres are as required for the synthesis of tetronasin. Th e remaining stereocentre is readily epimerised to the natural configur ation at a later stage of the synthesis.